2-acylimino-3H-thiazoline derivatives: A novel template for platelet GPIIb/IIIa receptor antagonists

Authors
Manaka, A Sato, M Aoki, M Tanaka, M Ikeda, T Toda, Y Yamane, Y Nakaike, S
Citation
A. Manaka et al., 2-acylimino-3H-thiazoline derivatives: A novel template for platelet GPIIb/IIIa receptor antagonists, BIOORG MED, 11(8), 2001, pp. 1031-1035
Citations number
19
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
11
Issue
8
Year of publication
2001
Pages
1031 - 1035
Database
ISI
SICI code
0960-894X(20010423)11:8<1031:2DANTF>2.0.ZU;2-D
Abstract
In the course of our research for the low-molecular weight RGD peptide mimi cs, we have found that a rigid 2-acylimino-3H-thiazoline structure is suita ble for the peptide backbone mimics. Introduction of amidinophenyl and p-al anine moiety as arginine and aspartic acid side-chain surrogates to this ba ckbone mimic resulted in a highly potent fibrinogen receptor antagonist 2-( 4-amidinobenzoylimino)-3.4-dimethyl-N-(2-carboxyethyl)-3H-thiazoline-5-carb oxamide (7c). namely PS-028 (K-i, = 46.5 +/- 5.5 pM). (C) 2001 Elsevier Sci ence Ltd. All rights reserved.